4199-89-7

Basic information

• Product Name: 5-CHLORO-1,10-PHENANTHROLINE
• Synonyms: TIMTEC-BB SBB008907;1,10-Phenanthroline, 5-chloro-;5-chloro-10-phenanthroline;5-CHLORO-1,10-PHENANTHROLINE;5-Chloro-1,10-diazaphenanthrene;5-Chloro-o-phenanthroline;5-Chloro-1,10-phenanthroline 98%
• CAS NO: 4199-89-7
• Molecular Formula: C₁₂H₇ClN₂
• Molecular Weight: 214.65
• EINECS: 224-098-1
• Product Categories: N-ContainingHeterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Others;Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;N-Containing
• Mol File: 4199-89-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 124-126 °C(lit.)
• Boiling Point: 397.4 °C at 760 mmHg
• Flash Point: 226.4 °C
• Appearance: /Crystalline
• Density: 1.375 g/cm³
• Vapor Pressure: 3.64E-06mmHg at 25°C
• Refractive Index: 1.741
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: It is soluble in organic solvents.
• PKA: 4.02±0.10(Predicted)
• Sensitive: Hygroscopic
• CAS DataBase Reference: 5-CHLORO-1,10-PHENANTHROLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-1,10-PHENANTHROLINE(4199-89-7)
• EPA Substance Registry System: 5-CHLORO-1,10-PHENANTHROLINE(4199-89-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 4199-89-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 4199-89-7 differently. You can refer to the following data:
1. Used to prepare 1,10-phenanthrolinium cation. It is also used to make other chemicals.
2. 5-Chloro-1,10-phenanthroline was used in preparation of:1,10-phenanthrolinium cation, new building block for the design of ionic liquid crystalsplatinum(II)-based metallointercalators

InChI:InChI=1/C12H7ClN2/c13-10-7-8-3-1-5-14-11(8)12-9(10)4-2-6-15-12/h1-7H

Upstream product

• 607-35-2 8-nitroquinoline 
• 56-81-5 glycerol 
• 66-71-7 1,10-Phenanthroline 
• 89-63-4 4-Chloro-2-nitroaniline 
• 68527-66-2 6-chloro-8-nitroquinoline 
• 366-18-7 [2,2]bipyridinyl 
• 7647-01-0 hydrogenchloride 
• 5470-75-7 8-amino-6-chloroquinoline 

Downstream Products

• 144204-69-3 {Cu(5-chloro-1,10-phenanthroline)(phenylacetylene)}⁽¹⁺⁾ 
• 105083-36-1 Cu(C₁₂H₇N₂(Cl))(P(C₆H₅)3)2⁽¹⁺⁾*BF₄^(1-)=(Cu(C₁₂H₇N₂(Cl))(P(C₆H₅)3)2)BF₄ 
• 96761-79-4 5,5'-bi-1,10-phenanthroline 
• 366-18-7 [2,2]bipyridinyl 
• 27318-90-7 1,10-phenanthroline-5,6-dione 
• 230953-51-2 (VO)2(Br₂C₆O₄)(C₁₂H₇ClN₂)2⁽²⁺⁾*SO₄^(2-)=[(VO)2(Br₂C₆O₄)(C₁₂H₇ClN₂)2](SO₄) 
• 7664-93-9 sulfuric acid 
• 1421675-24-2 2-phenyl-5-(2-(piperidin-1-yl)ethyloxy)-1,10-phenanthroline 

Relevant articles and documents

Is the formation of 1,10-phenanthroline di-N-oxide possible?

5,6-Dichloro-5,6-dihydro-1,10-phenanthroline (2) was found as an additional product of the hypochlorous acid action on 1,10-phenanthroline. When treated with MCPBA the product of the chlorine addition yielded a corresponding di-N-oxide 3, which readily lost hydrogen chloride under the influence of sodium isopropoxide. The resulting monochloro di-N-oxide 5 molecules (assumed to be flat) revealed a satisfactory stability unless the neutral or basic solution was made acidic.

On the chlorine addition to the C(5)-C(6) bridge and the N-oxidation of 1,10-phenanthroline

It was found that under the influence of aqueous hypochlorite 1,10-phenanthroline (1) is initially transformed into 5,6-dichloro-5,6-dihydro-1,10-phenanthroline (2) and 5-chloro-6-hydroxy-5,6-dihydro-1,10-phenanthroline (8). The latter readily undergoes subsequent transformations either into a mixture of 5,5-dichloro-6-oxo-5,6-dihydro-1,10-phenanthroline (4) and 5,6-dioxo-5,6-dihydro-1,10-phenanthroline (5) or into the known 5,6-epoxy-1,10-phenanthroline (3) depending on the acidic or alkaline conditions, respectively. In contrast to the flat molecule of the starting 1, that of the dichloro derivative (2) being twisted at the central bond of the bipyridine system can be easily N-oxidized to di-N-oxide (11). Both 2 and its di-N-oxide (11) in the presence of sodium isopropoxide at 0°C freely lost hydrogen chloride and returned to the fully aromatic system of 5-chloro-1,10-phenanthroline (9) and its di-N-oxide (13), respectively.

Catalyst compositions and a process for polymerizing carbon monoxide and olefins

Carbon monoxide and at least one olefinically unsaturated organic compound may be polymerized by contacting the monomers in the presence of a catalyst which comprises a Group VIII metal compound of palladium, cobalt or nickel, a halide of tin or germanium, a nitrogen bidentate ligand and an organic oxidant. The polymers prepared are linear alternating polymers which consist of units with the formula STR1 where A is the residue of an alkenically unsaturated organic compound monomer.